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656984 Sigma-Aldrich

Isopropylmagnesium chloride lithium chloride complex solution

1.3 M in THF

Synonym: Turbo Grignard

  • Linear Formula (CH3)2CHMgCl · LiCl

  • Molecular Weight 145.24

  •  MDL number MFCD07784514

  •  PubChem Substance ID 24884252

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Properties

Related Categories 25mL Sure/Seal Reagents, Acids & Bases, Alkyl Grignard Reagents, Bases, Chemical Reagents,
InChI Key   CWTUREABAILGIK-UHFFFAOYSA-L
concentration   1.3 M in THF
density   0.951 g/mL at 25 °C

Description

Application

Reagent used with CH3MgCl/LiCl to affect magnesium-halogen exchange on unprotected aryl carboxylic acids.

Reagent for Selective Metalations

Used for:
• Preparation of functionalized acyclic alkenyl magnesium reagents/preparation of 1,2-diketones
• Preparation of cyclic alkenyl and dienyl magnesium reagents
• Preparation of functionalized triazenes/preparation of carbazoles
• Regioselective functionalization of trisubstituted pyridines
• Electrophilic amination for preparation of amines
• Preparation of Grignards reagents in the presence of masked ketones and aldehydes (using readily deprotectable silylated cyanohydrins)
• Preparation of Benzylic Grignards via Sulfur-Magnesium exchange
• Functionalization via I-Mg Exchange of unprotected aromatic and heteroaromatic carboxylic acids
• Functionalization via I-Mg Exchange of unprotected imidazoles
• Pyridyne formation
• Functionalization of cyclopentene derivatives
• Preparation of 2,3-functionalized furans, benzofurans, and thiophenes
• Stereoselective synthesis of substituted cyclopropanes

Packaging

2 L in Sure/Seal™

4×25, 100, 800 mL in Sure/Seal™

The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Product of Albemarle US Inc

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
May form explosive peroxides., Reacts violently with water.
RIDADR 
UN 3399BC 4.3(3) / PGII
WGK Germany 
3
Flash Point(F) 
1.4 °F
Flash Point(C) 
-17 °C

Documents

Certificate of Analysis

Certificate of Origin


Same Products - New Packaging
Protocols & Articles

Articles

New Reagents for Selective Metalation, Deprotonation, and 1,2-Additions

While halogen-metal exchange reactions are among the most common methods for preparing organometallic reagents, Li-halogen exchange reactions typically require low temperatures and offer limited comp...
Dr. Josephine Nakhla

Keywords: Addition reactions, Catalysis, Deprotonations, Eliminations, Grignard Reaction, Metallations, Nucleophilic additions, Reductions, transformation

Selective Metalations using i-PrMgCl·LiCl and s-BuMgCl·LiCl

While halogen-metal exchange reactions are among the most common methods for preparing reactive organometallic reagents, Li-halogen exchange reactions typically require low temperatures and offer lim...
Aaron Thornton
Chemfiles Volume 11 Article 1
Keywords: Eliminations, Grignard Reaction, Methods

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Over the last several years, Knochel and coworkers have reported reagents for selective metalation, deprotonation and nucleophilic additions. These reagents have transformed the field, allowing for u...
Keywords: Addition reactions, Aminations, Applications, Catalysis, Cross couplings, Deprotonations, Eliminations, Grignard Reaction, Metallations, Methods, Nucleophilic additions, Reductions, Size-exclusion chromatography, transformation

Peer-Reviewed Papers
15

References

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